Abstract:6-(2-Aminopropyl)-2,3–dihydrobenzofuran was synthesized from 3-6-2-Aminopropyl-2,3–dihydrobenzofuran was synthesized from 3-methoxybenzaldeh -yde via a sequence of Henry Reaction, reduction of nitro group and double bond, amino -protection, Friedel-Crafts acetylation, demethylation, reduction of carbonyl group and cyclization. The reduction of nitro group and double bond, Friedel-Crafts acetylation and demethylation reactions were optimized to give the better reaction conditions. (1) Reduction: reaction temperature 40 ℃, reaction pressure 4.0 MPa, the amount of Raney-Ni to the compound 2 as 8 %, thus serving 78.6 % yield for the corresponding product, (2) Better process conditions for the synthesis of 6: Reaction temperature 40 ℃, n (chloroacetyl chloride):n(product 4)=1.4:1, reaction time 6 h, thus serving 68.8 % yield for the product 6.